Beautiful updated home with pool by Wineries and Beaches - “The Vacation House” | House in Southold

10.0 (13 Reviews) |   4 Bedrooms  3 Bathrooms  8 Guests
Southold House | Beautiful updated home with pool by Wineries and Beaches - “The Vacation House”

4 Bedroom House in Southold

Farmhouse meets beach house at “The Vacation House”…beautiful North Fork Farm House in relaxing farm/beach area perfect for families who want a truly relaxing atmosphere.
Home comes with front patio (great for morning coffee!), 4 Bedrooms (can sleep 10-12 people depending on your needs) plus additional bunk beds in the basement with a bonus guest room. Bonus room has a pullout couch, pack n’play (if needed) and chaise lounger. The basement also bunk beds, a couch, private full bathroom and bar. The Basement has a full bar area, pop a shot, ping pong (2023 addition), foosball, 70” TV. Sliding Glass Doors Lead to the Outside Patio Entertaining Space with outdoor dining, outdoor couch/egg chair, updated outdoor kitchen with BBQ (2025) 2 Pergola areas (with new outdoor TV), fire pit, hammock and Pool (pool heater installed 2021, full pool remodel 2023) with lounge chairs and umbrellas (pool shed for storing floats and toys). There is a large yard with climbing gym, soccer goal and cornhole set/other games. Heated floors in the kitchen and master bathroom help in the winter months along with working fireplace.
In 2023, the owners have installed an outdoor shower and hot tub area adjacent to the back deck!
For fitness, this home has a converted three car Detached Garage converted to a gym and equipped with oversized workout mats, yoga mats, full set of weights, infrared sauna, peloton bike, boxing bag, indoor basketball hoop, additional workout equipment and a trampoline for kids. There is an attached two Car Garage for storage of bikes and beach accessories with direct entry access to the kitchen to come and go. The house had some renovations done by the new owners in 2021 - updated bathrooms, better WiFi, increased streaming services added for TV viewing, updated basement and fresh paint across entire home.
Great location close to nearby town (7 mins), farm stands, town beaches and public beaches, Parks, Orient Point State Park, Greenport (10-12 mins) and many wineries and restaurants.

Beautiful updated home with pool by Wineries and Beaches - “The Vacation House” is located in Southold. Beautiful updated home with pool by Wineries and Beaches - “The Vacation House” provides accommodation, featuring Fireplace/Heating, Guest Services, Barbecue/Outdoor Cooking, among other amenities. This House features Fireplace/Heating, Guest Services, Barbecue/Outdoor Cooking, to make your stay a comfortable one.

Beautiful updated home with pool by Wineries and Beaches - “The Vacation House” has 4 Bedrooms , 3 Bathrooms, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Southold has interesting places to visit. If you want to learn more about the House in Southold, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pool
TV
View
Private Pool
Ocean View
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Spa
Fireplace/Heating
Guest Services
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out
Check-out before 11:00 am
Child Policy
Children are welcome.
Pet Policy
Pets not allowed

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Stu B.
Jul 17, 2025 07:23:40 AM
Review Score:   10
Summary: Could not have been better!! Huge home, huge pool, huge backyard!!! Pool floats there for the heated pool, great hot tub. If you like grilling, welcome to nirvana. Bikes available to ride to the beach or just around the neighborhood. Owner is super responsive. Peaceful, quiet. Sad to leave! If you have kids, the basement has a basketball game, ping pong table and big screen TV. I’m an adult and I loved it!!
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